Here's what went wrong:
-He didn't apply to the same schools before he started pretending to be black, so we don't have any way to compare the experience of "JoJo" — the name he used when he was pretending to be African American — to his own experience.
-In any case, he was only admitted to one school after applying to more than 20 — not exactly making the case that things were easy for his black alter ego.
-As Gawker's Brendan O'Connor points out, the crux of his "affirmative action discrimination" argument seems to be that he was "invited to apply" to several schools when he was posing as a black man. Again, we don't know whether he would have been invited if he hadn't been pretending to be black, because he didn't seem to measure this.
-And even if he had been able to prove that schools were more likely to invite black applicants, that wouldn't tell us much about the role of race in the admissions process. Invitations are not required to apply. Plus this is a step that takes place before the actual admissions process, likely to diversify the applicant pool. Even if Chokal-Ingam thinks that type of targeted outreach is unfair, it really has no bearing on debates about affirmative action.
-Further muddling his attempted gotcha moment, he admits that at least one of these invitations to apply — the one from Harvard — was from a family friend who knew he was not black. He writes at his website, "Unfortunately, I have long since lost the original letter from Alvin F. Poussaint, MD, (the father of one of my sister's closest friends) inviting me to apply to the school based on my 'superior' MCAT score. I dropped my application to Harvard, fearing that Alvin would expose me as not black." So he can't even argue that all of the invitations that he was so disturbed by were inspired by his fake race.
-As a bonus strike against his "things were so easy when I was black" argument, after dropping out of the one medical school that accepted him, he was admitted to UCLA's MBA program, using his real name and racial identity. (Does he think he was admitted because he was Indian American? Or because he was male? Or because of some other factor? We will never know.)